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Synthesis of Glycolipid Clusters with Pentaerythritol Cores and Different Ethyleneoxy‐Spaced Mannose Residues as Terminal Carbohydrates
Author(s) -
Schmidt Matthias,
Dobner Bodo,
Nuhn Peter
Publication year - 2002
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/1099-0690(200202)2002:4<669::aid-ejoc669>3.0.co;2-n
Subject(s) - pentaerythritol , chemistry , mannose , glycolipid , galectin , combinatorial chemistry , stereochemistry , biochemistry , organic chemistry , fire retardant
We describe the synthesis of polyantennary glycolipid clusters with pentaerythritol cores. A known protecting group strategy permits the introduction of different hydrophobic moieties and the selective coupling with ethyleneoxy spacers of different lengths. After glycosidation, substances with one, two or three mannose residues as terminal carbohydrate headgroups were isolated. These polyantennary mannosides can be used as attractive tools for targeting of liposomes towards the macrophage mannose receptor.